萘氧桥香豆素-双核锌酞菁的合成与性能研究  

Synthesis and Characterization of the Coumarin-Binuclear Zinc Phthalocyanine Formed by Droxynaphthyl Bridge

作　　者：曹杰[1] 廖超强 杨玲[1] 张学俊[1] 

机构地区：[1]中北大学理学院,太原030051

出　　处：《有机化学》2016年第1期213-217,共5页Chinese Journal of Organic Chemistry

基　　金：国家自然科学基金(No.51272239);山西省自然科学基金(No.2015011011);山西省回国留学人员科研(No.2015-078)资助项目~~

摘　　要：以1,5-二羟基萘、4-硝基邻苯二甲腈、间苯二酚、乙酰乙酸乙酯以及醋酸锌为主要原料,合成了9(10),16(17),23(24)-三[4-甲基-7-香豆素氧基]-2(3)-(1,5-二氧基萘)双核锌酞菁(bi-CPc).利用1H NMR、FT-IR、UV-Vis、元素分析、热重分析等手段对前驱体和bi-CPc的结构和性能进行表征.结果表明,bi-CPc的紫外可见吸收光谱表现出强烈的π-π*跃迁且在N,N-二甲基甲酰胺(DMF)溶液中以单体形式存在,并且具有良好的热稳定性.用循环伏安法研究了bi-CPc的氧化还原行为,计算其LUMO和HOMO能级与纳米Ti O2能级匹配.通过进一步结构修饰,有望作为性能良好的光敏染料用于太阳能电池.9（10）,16（17）,23（24）-Tris[4-methyl-coumarin-7-yloxy]-2（3）-（1,5-naphthalene） binuclear zinc phthalocyanine（bi-CPc） based 1,5-dihydroxynaphthalene, 4-nitro-phthalonitrile, resorcinol, ethyl acetoacetate and zinc acetate on raw material was synthesized. The structures and properties of precursors and bi-CPc were characterized by 1H NMR, FT-IR, UV-Vis, elemental analysis and thermogravimetric analysis. Results showed that strong π-π＊ transition was demonstrated by UV-Vis absorption spectrum of bi-CPc. At the same time, it existed in a form of monomer in solution of N,N-dimethylformamide（DMF） and possessed excellent thermal stability. Redox behavior of bi-CPc was researched by cyclic voltammetry（CV）, and energy level of LUMO and HOMO of bi-CPc matched with energy level of nano-Ti O2 after calculating. Through further structural modification, it is expected to use as photosensitive dye with excellent performance for solar cells.

关 键 词：酞菁 双核 香豆素 染料敏化太阳能电池 

分 类 号：O621.3[理学—有机化学] TM914.4[理学—化学]